Dimethylformamide → (E)-3-Dimethylamino-1-phenyl-propenone

HRID 514360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 514360
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:10][N:11]([CH:13]=O)[CH3:12]>CC(N(C)C)=O>[CH3:10][N:11]([CH3:13])/[CH:12]=[CH:2]/[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

Komponenten

4

Edukt 2

HCID 6228DimethylformamideHCID 7410Acetophenone

Produkt 1

HCID 5398495(E)-3-Dimethylamino-1-phenyl-propenoneAusbeute 29,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A mixture of acetophenone (8.0 g, 66.58 mmol, 1.0 eq) and DMF (5.8 g, 79.90 mmol, 1.2 eq.) in 10.0 mL of DMA in a 25-mL microwave vial was irradiated at 115° C. for 0.5-1 h. The crude reaction mixture was triturated with n-hexane, and the resultant solid was filtered to afford the title compound as a pale yellow solid (3.4 g. 29.3% yield). [M+H] Calc'd for C11H13NO, 176. Found, 176.

Aufarbeitung

  1. customwas irradiated at 115° C. for 0.5-1 h
  2. customThe crude reaction mixture
  3. customwas triturated with n-hexane
  4. filtrationthe resultant solid was filtered

Quellen und Nachweise

ORD-Eintrag
ord-939f106951474b73be6ddcbd06113665
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09107916B2

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